Organic Synthesis in Water by Paul A. Grieco

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Organic Synthesis in Water by Paul A. Grieco

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Contents of Organic Synthesis in Water eBook

  • Diels-Alder reactions in aqueous media
  • The effect of water on Diels-Alder reactivity
  • Hydrophobic rate acceleration
  • Enforced hydrophobic interactions
  • Hydrogen-bonding effects
  • Structure-facilitated hydrophobic effects
  • Miscellaneous effects
  • Regioselectivity and endo/exo-selectivity
  • Control of regiochemistry
  • Endo- versus exo-addition
  • Diastereofacial selectivity
  • Chiral dienophiles
  • Chiral dienes
  • Synthetic applications
  • Terpenes
  • Steroids
  • Alkaloids
  • Miscellaneous systems
  • Intramolecular cyc oadditions
  • Hydrophobic effects
  • Synthetic applications
  • Hetero Diels-Alder reactions
  • Aza Diels-Alder reactions in aqueous media
  • Simple protonated iminium ions as heterodienophiles
  • Asymmetric aza Diels-Alder reactions with simple protonated iminium ions in aqueous media
  • Protonated C-acyl iminium ions as heterodienophiles
  • Lanthanide(m) triflate catalysis of the imino Diels-Alder reaction in aqueous media
  • Synthetic exploitation of the aqueous aza Diels-Alder reaction
  • Synthetic applications of the aqueous aza Diels-Alder reaction involving simple protonated iminium ions
  • Synthetic applications of the asymmetric aqueous aza Diels-Alder
  • reaction with simple protonated iminium ions-
  • Synthetic applications of the aqueous aza Diels-Alder reaction with
  • protonated C-acyl iminium ions
  • Retro aza Diels-Alder reactions in aqueous media
  • Acid-catalyzed heterocyc oreversion of -azanorbornenes
  • Synthetic applications involving the heterocycloreversion of azanorbomenes
  • Oxo Diels-Alder reactions in aqueous media
  • Carbonyl groups as heterodienophiles in aqueous media
  • Synthetic exploitation of the aqueous oxo Diels-Alder reaction
  • Claisen rearrangements in aqueous solution
  • Aromatic Claisen rearrangement
  • Solvent effects
  • Effect of an aqueous environment
  • Aliphatic Claisen rearrangement
  • Mechanism
  • Effect of an aqueous environment
  • Synthetic exploitation of aqueous Claisen rearrangements
  • Synthetically important reactions
  • Failures of the aqueous solvent methodology
  • Water as a solvent
  • Quantification of the effect of water on Claisen rearrangements
  • Origin of the solvent effect on solvolysis (SNI) reactions
  • Multiparameter correlation-factor analyses
  • General multiparameter correlation analysis of solvent effects
  • Multiparameter correlations of solvent effects on Claisen rearrangements
  • Other developments in Claisen rearrangements in aqueous solution
  • Experimental examination of transition-state structure
  • Theoretical approaches
  • Carbonyl additions and organometallic chemistry in water
  • Barbier-type alkylation reactions
  • Allylation of carbonyl compounds mediated by tin
  • Allylation of carbonyl compounds mediated by zinc
  • Allylation of carbonyl compounds mediated by indium
  • Allylation reactions mediated by other metals
  • Propargylation and allenylation of aldehydes
  • Mechanistic aspects
  • Conjugate lA-additions
  • Organometallic additions
  • Michael reactions
  • Cross-aldol and Reformatsky-type reactions
  • Pinacol coupling reactions
  • Miscellaneous reactions
  • Aqueous transition-metal catalysis
  • Trends in aqueous transition-metal catalysis
  • Water as reagent
  • Water as solvent
  • Reactions in homogeneous aqueous solutions
  • Reactions in neat water
  • l Water-soluble phosphine ligands
  • Palladium-catalyzed cross-coupling reactions
  • Cross-coupling with organoboron compounds
  • Cross-coupling with organotin compounds
  • Cross-coupling with terminal acetylenes
  • Allylic substitution
  • Carbon-heteroatom bond formation cross-coupling reactions
  • Heck reaction
  • Carbonylation
  • Hydroformylation
  • Hydrogenation
  • Other reactions
  • Oxidations and reductions in water
  • Oxidations in water: introduction
  • Oxidation of carbon-hydrogen bonds
  • Oxidation of carbon-carbon double bonds
  • Epoxidation of simple alkenes
  • Epoxidation of olefinic alcohols
  • Epoxidation of a,p-unsaturated carbonyl compounds
  • Other oxidations
  • Oxidation of carbonyl compounds
  • Oxidation of nitriles and amines
  • Oxidation of sulfides
  • Reductions in water: introduction
  • Reduction of carbon-carbon double and triple bonds
  • Reduction of carbonyl and nitro functionalities
  • Other reductions
  • Reduction of the aromatic ring
  • Reduction via inclusion complexes
  • Reductive coupling reactions
  • Reductive dehalogenation
  • Reduction catalyzed by samarium diiodide
  • Base-catalyzed aldol- and Michael-type condensations in aqueous media
  • Claisen-Schmidt reaction
  • Vinylogous aldol reaction
  • Knoevenagel reaction
  • Tollens reaction
  • Weiss-Cook reaction
  • Michael reaction
  • Water-stable rare-earth Lewis-acid catalysis in aqueous and organic solvents
  • Aldol reactions
  • Aldol reactions in aqueous media
  • Recovery and reuse of the catalyst
  • Reaction mechanism
  • Aldol reactions in organic solvents
  • Aldol reactions in water-ethanol-toluene and continuous use of the
  • Ln(OTf) catalyst
  • Scandium triflates
  • Allylation reactions
  • Diels-Alder reactions
  • Mannich-type reactions
  • Reactions ofimines with silyl enolates
  • One-pot synthesis of ~-aminoesters from aldehydes using Ln(OTf) as catalyst
  • Aqueous Mannich-type reactions
  • Imino Diels-Alder reactions: synthesis of pyridine and quinoline derivatives
  • Reactions of imines with dienes or alkenes
  • Three-component coupling reactions of aldehydes, amines and
  • dienes/alkenes
  • Reaction mechanism
  • Asymmetric aza Diels-Alder reactions: synthesis of tetrahydroquinoline
  • derivatives using a chirallanthanide Lewis acid as catalyst Micellar systems

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